Citation: Hua Li, Song-gui Luo, Xiao-hua Huang, Chan-juan Liu, Chun Wei. Preparation and Properties of High Heat-resistant Soluble Fluorinated and Containing Pyridine Ring Aromatic Polyamides[J]. Acta Polymerica Sinica, ;2018, 0(5): 632-638. doi: 10.11777/j.issn1000-3304.2017.17174 shu

Preparation and Properties of High Heat-resistant Soluble Fluorinated and Containing Pyridine Ring Aromatic Polyamides

Key Laboratory of New Processing Technology for Nonferrous Metal & Materials, Ministry of Education, School of Material Science and Engineering, Guilin University of Technology, Guilin 541004

Corresponding author: Xiao-hua Huang, huangxiaohua@glut.edu.cn
Received Date: 3 July 2017
Revised Date: 31 July 2017
Available Online: 1 March 2018

A novel diamine monomer 4-(4-trifluoromethylthiophenyl)-2,6-bis(4-aminophenyl)pyridine (FTPAP) was synthesized from 4-trifluoromethylthiobenzaldehyde and 4-nitroacetophenone by two-step reaction, and its structure was characterized via Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR) and mass spectrometry (MS). A series of novel soluble fluorinated aromatic polyamides (PA) containing pyridine ring, bulky group trifluoromethylthiophenyl and non-coplanar structure were prepared by Yamazaki phosphorylating condensation with aromatic dicarboxylic acids, such as terephthalic acid (NDA), 4-(4-carboxyphenoxy)benzoic acid (CPBA) and terephthalic acid (PTA). The structure of PA was characterized by FTIR and ¹H-NMR. Gel permeation chromatography (GPC) data showed that PA has a relatively higher molecular weight and a lower dispersion coefficient, and the weight-average molecular weight and molecular weight distribution of PA were in the range of 9.30 × 10⁴ − 1.26 × 10 ⁵ and 1.12 − 1.33, respectively. Obviously, PA presenting excellent solubility was not only dissolved in high boiling organic solvents, such as N-methyl-2-pyrrolidone (NMP), dimethylsulfoxide (DMSO), N,N-dimethylformamide (DMF), at room temperature, but also partially dissolved in low boiling solvents, such as tetrahydrofuran (THF) and chloroform (CHCl₃) under heating. Furthermore, they also showed excellent thermal properties with the glass transition temperature (T_g) in the range of 285 − 325 °C under nitrogen atmosphere, T_5% and T_10% weight loss temperature in the range of 396 − 435 °C and 430 − 490 °C under nitrogen atmosphere respectively, and all with a char yield above 70%. Moreover, they also showed excellent optical properties with the cutoff wavelength ranges of 369 − 384 nm, the wavelengths of 80% transmittance above 440 nm. The result of WAXD indicated that all the polymers exhibited amorphous structure. In addition, PA films also presented good mechanical properties with the tensile strength ranged from 43.2 − 95.0 MPa, Young’s modulus from 0.90 − 1.39 GPa, and the elongation at break from 3.3% − 8.8%.
- Polyamides,
- Pyridine,
- Solubility,
- Transparency
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